In my case, I wanted hurricane season to be over (or almost over). I had made reservations months ago for a dock space in downtown Chattanooga during the first weekend of RiverRocks, Chattanooga's outdoor recreation festival. I decided it would be the perfect launch venue. So, I will bring my boat downtown for the weekend, enjoy the festival, and then take off on the morning of Oct. 3rd for salt water.

Agaliha at last year's RiverRocks Festival
So, with that date picked, I have been busy getting ready. I've off loaded everything from the boat that I DON'T need. And I've started loading everything that I WILL need. I was thrilled Monday when I loaded my collapsed inflatable dingy into the cockpit locker. It fit perfectly. I won't need this boat until I get to the Keys, so I don't want to tow it. The extra drag really makes a difference on your speed. I've decided to take my Honda portable generator, so I have stowed it under the helmseat. It might come in handy for recharging batteries.
I've decided on my sail inventory. In addition to my double reef mainsail, I will carry my 140% genoa, roller-furled on the headstay. I will use these sails for most of my sailing. Then, for sailing in light breezes with the wind, I am carrying an asymmetrical spinnaker (loaded in a snuffing sock). And for heavy winds, I am carrying a storm jib that snaps over the furled genoa. I can comfortably sail with this jib and a double reefed main in 30+ knots of wind. After that, I will be motoring under bare poles to shelter.
The next consideration is food. Since I'm hugging the coast for most of my trip, I don't need to pack huge stores of food. On the other hand, there aren't that many grocery stores on the river between here and Mobile! So, with Linda's help, I've been laying in supplies. Agaliha's freezer is pretty big, so I will load it with several dinners worth of frozen meat right before I leave. I'll also have some canned meals that I can prepare on the run if I need to eat with out stopping.
I've been doing all the little banking and insurance details that need to be done. For example, I upgraded my "towing insurance" to an unlimited package...just in case. I have activated and tested my satellite transponder so that I can send "I'm O.K" messages each night to Linda. I can also use it to send an emergency message (god forbid) to the Coast Guard. I've also ordered and loaded spare parts for the engine and toilet (top two priorities)!
Lots more detail than anyone wants to read, but maybe this helps everyone get a picture of what you have to do to prepare for a long boat trip.
Also, I've been calling my potential crew and giving them notice of when and where I might need them. That has been a great experience with everyone being supportive and flexible. So, I hope my next post will be on departure day!